Bromofluoromethane is a mixed gaseous

halomethane Halomethane compounds are derivatives of methane () with one or more of the hydrogen atoms replaced with halogen atoms ( F, Cl, Br, or I). Halomethanes are both naturally occurring, especially in marine environments, and human-made, most notably ...

soluble in

alcohol Alcohol most commonly refers to: * Alcohol (chemistry), an organic compound in which a hydroxyl group is bound to a carbon atom * Alcohol (drug), an intoxicant found in alcoholic drinks Alcohol may also refer to: Chemicals * Ethanol, one of sev ...

and very soluble in

chloroform Chloroform, or trichloromethane, is an organic compound with formula C H Cl3 and a common organic solvent. It is a colorless, strong-smelling, dense liquid produced on a large scale as a precursor to PTFE. It is also a precursor to various re ...

. Its

standard molar entropy In chemistry, the standard molar entropy is the entropy content of one mole of pure substance at a standard state of pressure and any temperature of interest. These are often (but not necessarily) chosen to be the standard temperature and pressu ...

, ''S''^o_gas is 276.3 J/(mol K) and

heat capacity Heat capacity or thermal capacity is a physical property of matter, defined as the amount of heat to be supplied to an object to produce a unit change in its temperature. The SI unit of heat capacity is joule per kelvin (J/K). Heat capacity ...

, ''c_p'' is 49.2 J/(mol K).

Preparation

Up to date, it has been prepared by three prevailingly ineffective methods: # From salts of

fluoroacetic acid Fluoroacetic acid is a organofluorine compound with formula CH2FCO2H. It is a colorless solid that is noted for its relatively high toxicity. The conjugate base, fluoroacetate occurs naturally in at least 40 plants in Australia, Brazil, and Afr ...

using a Hunsdiecker type of reaction. # From dibromofluoromethane by reductive debromination with a Swarts reagent. # From a dihalomethane by an halogen exchange reaction or from a halomethane by catalyzed

bromination In chemistry, halogenation is a chemical reaction that entails the introduction of one or more halogens into a compound. Halide-containing compounds are pervasive, making this type of transformation important, e.g. in the production of polyme ...

fluorination In chemistry, halogenation is a chemical reaction that entails the introduction of one or more halogens into a compound. Halide-containing compounds are pervasive, making this type of transformation important, e.g. in the production of polymers, ...

. The method with the highest yield is reductive debromination of dibromofluoromethane using an organotin hydride.Debrominating dibromofluoromethane with tributyltin hydride
/ref>

Uses

Bromofluoromethane is an important reagent in the manufacture of intermediates, pharmaceuticals and other chemicals. Usage of bromofluoromethane is regulated due to its

ozone depletion potential The ozone depletion potential (ODP) of a chemical compound is the relative amount of degradation to the ozone layer it can cause, with trichlorofluoromethane (R-11 or CFC-11) being fixed at an ODP of 1.0. Chlorodifluoromethane (R-22), for examp ...

(0.73). Its isotopomer CH₂Br¹⁸F contains fluorine-18 (¹⁸F) and is used in radiochemistry.

Supplier

Valliscor
located in

Corvallis, Oregon Corvallis ( ) is a city and the county seat of Benton County in central western Oregon, United States. It is the principal city of the Corvallis, Oregon Metropolitan Statistical Area, which encompasses all of Benton County. As of the 2020 Unite ...

, specializes in bromofluoromethane production generating purities in the 99.9% or greater range.

References

External sources

Determination of the molecular dipole moment of bromofluoromethane
* http://www.valliscor.com/bromofluoromethane {{Halomethanes Halomethanes Organobromides Organofluorides